Formaldehyde → N-methylene-1-methyl-1-(3-chlorophenyl)ethylamine

HRID 1648187Notes

Reaction equation

HRID 1648187 reaction equation
[CH3:1][C:2]([NH2:11])([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[CH:5]=1)[CH3:3].C=O.[C:14](=O)([O-])O.[Na+]>>[CH2:14]=[N:11][C:2]([CH3:1])([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[CH:5]=1)[CH3:3]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 516892Sodium BicarbonateHCID 135695212-(3-Chlorophenyl)propan-2-amine

Product 1

HCID 15300847N-methylene-1-methyl-1-(3-chlorophenyl)ethylamine

Procedure

1-Methyl-1-(3-chlorophenyl)ethylamine (5.0 g) was added slowly to formalin (aqueous 37% HCHO solution) (3.5 g) at room temperature. This was allowed to react as it was for 1 hour. A saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, which was then extracted with ether. After it was washed with saturated saline, the organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain the captioned compound (5.6 g) as syrup.

Workup

  1. customto react as it
  2. extractionwas then extracted with ether
  3. washAfter it was washed with saturated saline
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-206e741c9c0d49ba9fb39880ce9b89c3
Source dataset
uspto-grants-1995_07
Patent number
US05436224

Reaction notes

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